Benzocaine → Ethyl 4-(pyrrolidin-1-yl)benzoate

HRID 747674

Reaktionsgleichung

Reaktionsgleichung von HRID 747674
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17]Br.C(N(C(C)C)CC)(C)C>C1C=CC=CC=1.O>[N:1]1([C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=2)[CH2:17][CH2:16][CH2:15][CH2:14]1

Komponenten

6

Edukt 3

HCID 2337BenzocaineHCID 80561,4-DibromobutaneHCID 81531Diisopropylethylamine

Produkt 1

HCID 773371Ethyl 4-(pyrrolidin-1-yl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

1.69 g (10.2 mmol) of ethyl 4-aminobenzoate was dissolved in 10 ml of benzene. 2.18 g (10.1 mmol) of 1,4-dibromobutane and 3.53 ml (20.2 mmol) of diisopropylethylamine were added to the solution, and they were heated under reflux for 48 hours. The reaction solution was diluted with water. After the extraction with ethyl acetate, the organic layer was washed with water and then with saturated Aqueous NaCl solution and dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the crude title compound.

Aufarbeitung

  1. temperaturewere heated
  2. temperatureunder reflux for 48 hours
  3. extractionAfter the extraction with ethyl acetate
  4. washthe organic layer was washed with water
  5. dry with materialwith saturated Aqueous NaCl solution and dried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-8ee89e0e9cdc44f5953a58535c2cc55c
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07396844B1

Verknüpfte Notizen

Wird geladen…